(1S,2R,3S,4S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid

Base Information

Chemical Name:(1S,2R,3S,4S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid
CAS No.:1377990-58-3
Molecular Formula:C₂₀H₂₃Cl₂NO₈
Molecular Weight:476.311
Hs Code.:

Synonyms:(1S,2R,3S,4S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid

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Chemical Property of (1S,2R,3S,4S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid

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Technology Process of (1S,2R,3S,4S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid

There total 10 articles about (1S,2R,3S,4S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

: 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

: 1377990-70-9
(1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid hydrochloride

: 1377990-58-3
(1S,2R,3S,4S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid

Guidance literature:: With triethylamine; In 1,4-dioxane; water; at 20 - 50 ℃;

Reference yield: 83.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1377990-01-6
(1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid

: 1377990-58-3
(1S,2R,3S,4S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid

Guidance literature:: With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃; for 432h;

Reference yield:

: 635318-05-7
(1S,2S,4S,5R,6R)-di-tert-butyl 2-[(tert-butoxycarbonyl)amino]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate

: 1377990-58-3
(1S,2R,3S,4S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: triethylamine / tetrahydrofuran / 0 - 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / Reflux

3: water; 4-methyl-morpholine / osmium(VIII) oxide / tert-butyl alcohol; acetone / 5 h / 20 °C

4: silver(l) oxide / tetrabutylammomium bromide / N,N-dimethyl-formamide / 20 °C

5: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C

6: potassium carbonate; methanol / 16 h / 20 °C

7: water; acetic acid / Reflux

8: sodium hydrogencarbonate / 1,4-dioxane; water / 432 h / 20 °C

With 4-methyl-morpholine; methanol; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; water; sodium hydrogencarbonate; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; silver(l) oxide; osmium(VIII) oxide; tetrabutylammomium bromide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 5: Mitsunobu reaction;